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430609

Sigma-Aldrich

Lanthanum(III) trifluoromethanesulfonate

99.999% trace metals basis

Synonym(s):

La(OTf)3, Lanthanum tris(trifluoromethanesulfonate), Tris(trifluoromethanesulfonato)lanthanum, Lanthanum(III) triflate, Trifluoromethanesulfonic acid lanthanum salt

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About This Item

Linear Formula:
(CF3SO3)3La
CAS Number:
52093-26-2
Molecular Weight:
586.11
Beilstein:
9009103
MDL number:
MFCD00077560
UNSPSC Code:
12161600
PubChem Substance ID:
24866932
NACRES:
NA.22

Quality Level

100

Assay

99.999% trace metals basis

reaction suitability

core: lanthanum
reagent type: catalyst

SMILES string

[La+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F

InChI

1S/3CHF3O3S.La/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3

InChI key

WGJJZRVGLPOKQT-UHFFFAOYSA-K

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Application

A water-tolerant Lewis acid used in the Aldol reaction of silyl enol ethers with aldehydes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS1989
MKCP5873
MKCD1173
MKBV3435V
MKBQ8457V

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Jie Wu et al.
Bioresource technology, 324, 124664-124664 (2021-01-18)
Previous work has shown that sulfonation and oxidation of chemi-thermomechanical pulps (CTMPs) significantly enhanced enzyme accessibility to cellulose while recovering the majority of carbohydrates in the water-insoluble component. In the work reported here, modified (sulfonated and oxidized) CTMPs derived from
Dennis M Whitfield
Carbohydrate research, 356, 180-190 (2012-04-25)
The Transition State (TS) for any chemical glycosylation reaction is not known with certainty. Both experimental and computational approaches have been limited due to the complexity of the problem. This work describes a preliminary computational ionization approach using density functional
Dennis M Whitfield
Carbohydrate research, 356, 191-195 (2012-05-01)
That the ring conformation of glycopyranosyl oxacarbenium ions can influence the stereochemical outcome of glycosylation reactions has been postulated for some time. Some new ionization calculations show that the ultimate conformation (4)H(3) or (5)S(1) of D-glucopyranosyl oxacarbenium ions depends on
Yu Hsien Lin et al.
Chemical communications (Cambridge, England), 48(88), 10910-10912 (2012-10-02)
β-Glycosyl imidinium triflate is generated from participating thioglycoside donors for disarmed-armed iterative glycosylations and one-pot oligosaccharide synthesis.
B V Subba Reddy et al.
Organic letters, 15(3), 464-467 (2013-01-18)
A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of α-diazoketones with β-enaminoketones and esters using 10 mol % of Cu(OTf)(2). A wide range of 2,3-disubstituted indole derivatives were also prepared from α-diazoketones
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